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Supelco

Squalene

analytical standard

Synonym(s):

2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene

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About This Item

Linear Formula:
[(CH3)2C[=CHCH2CH2C(CH3)]2=CHCH2-]2
CAS Number:
111-02-4
Molecular Weight:
410.72
Beilstein/REAXYS Number:
1728919
EC Number:
203-826-1
MDL number:
MFCD00008912
UNSPSC Code:
12000000
PubChem Substance ID:
24867671

grade

analytical standard

CofA

current certificate can be downloaded

packaging

ampule of 1000 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.494 (lit.)

bp

285 °C/25 mmHg (lit.)

mp

−75 °C (lit.)

density

0.858 g/mL at 25 °C (lit.)

application(s)

environmental
food and beverages

format

neat

storage temp.

2-30°C

SMILES string

CC(C)=CCCC(C)=CCCC(C)=CCC\C=C(/C)CCC=C(C)CCC=C(C)C

InChI

1S/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+

InChI key

YYGNTYWPHWGJRM-AAJYLUCBSA-N

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General description

Squalene is a naturally occurring triterpenoid and a precursor to sterol biosynthesis. Typically isolated from shark liver, olive, amaranth, and algal oils, it shows various cosmetic and medicinal uses.

Application

This analytical standard can also be used as follows:

  • Analysis of 119 vegetable oil samples from 7 different varieties to detect and determine squalene and four sterols using a developed and validated non-destructive method based on proton nuclear magnetic resonance (1H NMR) spectroscopy combined with partial least squares (PLS) method
  • Determination of squalene in different oil samples by gas chromatography coupled to flame ionization detection (GC-FID) following base-catalyzed transmethylation of the oil base
  • Ultra-high performance liquid chromatography-photodiode array detection (UHPLC-PDA) based quantification of squalene, following its single-step solid phase extraction (SPE) from 33 samples of extra virgin olive oil collected from different countries
  • Measurement of squalene content of 16 commercial shark liver oil samples using a gas chromatography-mass spectrometry-based method, in addition to IR and Raman spectroscopy combined with the PLS method
  • Multi-residue determination of 14 naturally occurring compounds— squalene, tocopherols, and phytosterols, following their solid phase extraction (SPE) from 15 vegetable oil samples by GC-MS

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H304

Hazard Classifications

Asp. Tox. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
LRAE0038
LRAD5894
LRAD1607
LRAC9923
LRAC7243

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Joachim Caron et al.
Advanced healthcare materials, 2(1), 172-185 (2012-12-06)
A series of new lipid prodrugs of paclitaxel, which can be formulated as nanoassemblies, are described. These prodrugs which are designed to overcome the limitations due to the systemic toxicity and low water solubility of paclitaxel consist of a squalene
Cécile Vriet et al.
Molecular plant, 6(6), 1738-1757 (2013-06-14)
The plant steroid hormones, brassinosteroids (BRs), and their precursors, phytosterols, play major roles in plant growth, development, and stress tolerance. Here, we review the impressive progress made during recent years in elucidating the components of the sterol and BR metabolic
Marco Villa et al.
American journal of epidemiology, 178(7), 1139-1145 (2013-07-19)
MF59-adjuvanted trivalent influenza vaccine (Novartis Vaccines and Diagnostics, Siena, Italy) has been shown to be more effective than nonadjuvanted vaccine in the elderly population. Here we present results from a large-scale, observational, noninterventional, prospective postlicensure study that evaluated the safety
Minh T Ta et al.
The FEBS journal, 279(22), 4231-4244 (2012-09-28)
The isoprenoid squalene is an important precursor for the biosynthesis of sterols. The cellular storage of squalene and its impact on membrane properties have been the subject of recent investigations. In a screen for abnormal lipid droplet morphology and distribution
L Harivardhan Reddy et al.
Advanced drug delivery reviews, 61(15), 1412-1426 (2009-10-07)
Squalene is a natural lipid belonging to the terpenoid family and a precursor of cholesterol biosynthesis. It is synthesized in humans and also in a wide array of organisms and substances, from sharks to olives and even bran, among others.
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